Enantioselective total synthesis of naturally occurring eushearilide and evaluation of its antifungal activity

@article{Tonoi2016EnantioselectiveTS,
  title={Enantioselective total synthesis of naturally occurring eushearilide and evaluation of its antifungal activity},
  author={Takayuki Tonoi and Ryo Kawahara and Takehiko Inohana and Isamu Shiina},
  journal={The Journal of Antibiotics},
  year={2016},
  volume={69},
  pages={697-701}
}
The asymmetric total synthesis of a newly proposed structure of (3S,16E,20E,23S)-(+)-eushearilide was achieved primarily through an asymmetric Mukaiyama aldol reaction, Schlosser-modified Wittig reaction and 2-methyl-6-nitrobenzoic anhydride-mediated macrolactonization. Based on detailed spectroscopic analyses, the obtained synthetic compound was found to be identical to natural eushearilide. Therefore, we were able to determine the true structure of eushearilide. Moreover, the synthetic… CONTINUE READING